| Rick Gregory record | |||||
|---|---|---|---|---|---|
| Year | School | Won | Lost | Title | Class |
| 2015-16 | Whiting | 2 | 20 | 2A | |
| 2016-17 | Whiting | 10 | 15 | 2A | |
| 2017-18 | Whiting | 13 | 13 | 2A | |
| 2018-19 | Whiting | 15 | 9 | 2A | |
| 2019-20 | Whiting | 8 | 16 | 2A | |
| 2020-21 | Whiting | 1 | 9 | 2A | |
| 2021-22 | Whiting | 5 | 17 | 2A | |
| 2022-23 | Wheeler | 4 | 18 | 2A | |
| 2023-24 | Wheeler | 11 | 12 | 2A | |
| 2024-25 | Wheeler | 9 | 16 | 2A | |